Excellent tools spread through the best kind of word of mouth. Excellent tools that are free spread even faster and further. There’s no way to know how many corporate plans were sold because a single team member relied on Slack outside of work, or how many pro user accounts exist because someone was visiting a Slack-fluent friend.
And because there’s no way to know; the cost-cutters look at the numbers and say “cut the free plan enough to stop the hemorrhage”. Worst part is the next quarter looks great. And maybe the one after that. But soon enough the income starts dropping and there’s no “clear reason why” and then it’s too late to recover it. It has to be built again by building trust from scratch.